Cas no 64263-84-9 (Boc-N-Me-Ser(Bzl)-OH)

Boc-N-Me-Ser(Bzl)-OH is a protected derivative of N-methylserine, featuring a tert-butoxycarbonyl (Boc) group at the N-terminus and a benzyl (Bzl) ether protecting group on the serine hydroxyl moiety. This compound is widely used in peptide synthesis, where the Boc group provides selective deprotection under acidic conditions, while the benzyl group offers stability during solid-phase or solution-phase coupling reactions. Its structural features ensure compatibility with standard peptide elongation strategies, minimizing side reactions. The product is particularly valuable for introducing N-methylated serine residues into peptides, enhancing conformational control and metabolic stability in synthetic applications. High purity and consistent performance make it a reliable choice for research and pharmaceutical development.
Boc-N-Me-Ser(Bzl)-OH structure
Boc-N-Me-Ser(Bzl)-OH structure
Product Name:Boc-N-Me-Ser(Bzl)-OH
CAS No:64263-84-9
MF:C16H23NO5
MW:309.357525110245
CID:424344
PubChem ID:46737465
Update Time:2025-06-08

Boc-N-Me-Ser(Bzl)-OH Chemical and Physical Properties

Names and Identifiers

    • L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-
    • (2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-3-phenylmethoxypropanoic acid
    • BOC-N-ME-SER(BZL)-OH
    • BS-51378
    • Boc-N-methyl-O-benzyl-L-serine
    • D87035
    • O-Benzyl-N-(tert-butoxycarbonyl)-N-methyl-L-serine
    • DTXSID20673997
    • 64263-84-9
    • GEKRSZPFMBQNCM-ZDUSSCGKSA-N
    • SCHEMBL1374794
    • CS-0173333
    • (S)-3-Benzyloxy-2-(tert-butoxycarbonyl-methyl-amino)-propionic acid
    • boc-N-methyl serine benzyl ether
    • (S)-3-(Benzyloxy)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid
    • (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)(methyl)amino]propanoic acid
    • Boc-N-Me-Ser(Bzl)-OH
    • Inchi: 1S/C16H23NO5/c1-16(2,3)22-15(20)17(4)13(14(18)19)11-21-10-12-8-6-5-7-9-12/h5-9,13H,10-11H2,1-4H3,(H,18,19)/t13-/m0/s1
    • InChI Key: GEKRSZPFMBQNCM-ZDUSSCGKSA-N
    • SMILES: O(C(N(C)[C@H](C(=O)O)COCC1C=CC=CC=1)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 309.15769
  • Monoisotopic Mass: 309.158
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 8
  • Complexity: 371
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 76.1A^2
  • XLogP3: 2.1

Experimental Properties

  • Density: 1.161±0.06 g/cm3(Predicted)
  • Boiling Point: 435.6±45.0 °C(Predicted)
  • PSA: 76.07

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Additional information on Boc-N-Me-Ser(Bzl)-OH

Comprehensive Guide to Boc-N-Me-Ser(Bzl)-OH (CAS No. 64263-84-9): Properties, Applications, and Industry Insights

Boc-N-Me-Ser(Bzl)-OH (CAS No. 64263-84-9) is a specialized N-methylated serine derivative widely utilized in peptide synthesis and pharmaceutical research. This compound features a tert-butoxycarbonyl (Boc) protecting group and a benzyl (Bzl) side-chain protector, making it a critical building block for designing complex peptides with enhanced stability and bioactivity. Its unique structure enables precise control over peptide conformation, a feature highly sought after in drug discovery and biomaterial engineering.

In recent years, the demand for Boc-protected amino acids like Boc-N-Me-Ser(Bzl)-OH has surged due to their role in developing targeted therapeutics, including anticancer peptides and enzyme inhibitors. Researchers frequently search for "Boc-N-Me-Ser(Bzl)-OH solubility" or "CAS 64263-84-9 synthesis protocol," reflecting its technical relevance. The compound’s compatibility with solid-phase peptide synthesis (SPPS) and Fmoc chemistry further elevates its industrial value.

One of the trending topics linked to Boc-N-Me-Ser(Bzl)-OH is its application in peptide-based vaccines, a field gaining momentum post-pandemic. Its N-methylation reduces metabolic degradation, addressing common challenges in oral peptide drug delivery. Additionally, queries like "Boc-N-Me-Ser(Bzl)-OH price" or "supplier purity standards" highlight commercial considerations for procurement.

From a technical perspective, 64263-84-9 exhibits optimal stability under acidic conditions (pH 2–5), a trait critical for peptide coupling reactions. Analytical techniques such as HPLC and mass spectrometry are typically employed to verify its purity (>98%), a key concern for end-users. The compound’s crystalline powder form ensures easy handling in laboratory settings.

Environmental and regulatory trends also influence discussions around Boc-N-Me-Ser(Bzl)-OH. With growing emphasis on green chemistry, manufacturers are exploring solvent-free synthesis routes for this derivative. Searches like "Boc-N-Me-Ser(Bzl)-OH safety data sheet" underscore the need for compliant handling practices, though it remains non-hazardous under standard conditions.

In conclusion, Boc-N-Me-Ser(Bzl)-OH (CAS No. 64263-84-9) represents a nexus of innovation in peptide science. Its versatility in drug design, coupled with evolving applications in biotechnology, positions it as a staple in modern research. For those seeking deeper insights, resources on "Boc-N-Me-Ser(Bzl)-OH storage conditions" or "scaling-up production" offer practical guidance for industrial adoption.

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